Kevin McCaffrey is a comedian and writer based out of New York City. Originally from Chicago, he graduated from Ball State University despite the school’s general policy of taking attendance. Since he was 21, Kevin has been a contributing writer for David Letterman’s monologue. Kevin has also appeared on The Late Show numerous times as an actor, once being hosed down by Dave with a fire extinguisher. To his knowledge, this is an honor Kevin shares only with Richard Simmons.

When asked to describe his outlandish brand of comedy, Kevin says “What I do, is I try to say stuff that’s funny.” That’s how avant-garde he is! He relies more on content than volume: he’s not the crazy fat guy, or the crazy angry guy, or the crazy gay guy. At least not yet.

Kevin has also written for VH1, National Lampoon, Fuse TV, and various celebrities who want something kind of funny to say at awards shows. He currently appears on-air every Thursday on TruTV's "TSG Presents: World's Dumbest." He writes and performs sketches with Vicarious George.